Sodium hydride → HCID 18184945, compound

HRID 2303864Notes

Reaction equation

HRID 2303864 reaction equation
[C:1]12([C:11]3[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=3)[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.Cl[C:19]1[CH:20]=[CH:21][C:22]([N+:34]([O-:36])=[O:35])=[C:23]([N:25]([CH3:33])[C:26](=[O:32])[O:27][C:28]([CH3:31])([CH3:30])[CH3:29])[CH:24]=1.[H-].[Na+]>CN(C)C=O>[C:1]12([C:11]3[CH:12]=[CH:13][C:14]([O:17][C:19]4[CH:20]=[CH:21][C:22]([N+:34]([O-:36])=[O:35])=[C:23]([N:25]([CH3:33])[C:26](=[O:32])[O:27][C:28]([CH3:29])([CH3:30])[CH3:31])[CH:24]=4)=[CH:15][CH:16]=3)[CH2:8][CH:7]3[CH2:9][CH:3]([CH2:4][CH:5]([CH2:6]3)[CH2:10]1)[CH2:2]2

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 2699334-(1-Adamantyl)phenolHCID 15544598tert-butyl N-(5-chloro-2-nitrophenyl)-N-methylcarbamate

Product 1

HCID 18184945HCID 18184945, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In a similar manner to that described in Reference Example 6, a reaction was carried out using 4-(1-adamantyl)phenol (2.28 g), t-butyl N-(5-chloro-2-nitrophenyl)-N-methylcarbamate (2.87 g), sodium hydride (55 wt. %, 0.44 g) and anhydrous N,N-dimethylformamide (40 ml) and the reaction mixture was purified to give the title compound (4.30 g).

Workup

  1. customthe reaction mixture was purified

Sources & evidence

ORD record
ord-8e1d84ce7a394ad9ad827b199d6a9c2c
Source dataset
uspto-grants-2002_08
Patent number
US06432993B1

Reaction notes

Loading…